Listings in 20650 - SaintMarys County, Maryland
Displaying 201 – 400 of 270 Real estate listings
42065 White Point Beach Rd
Leonardtown, MD | Closed
Listed: Aug, 29, 2026
Price: $599,000
Living Area: 1,415 Sq. Ft.
Leonardtown, MD | Closed
Listed: Aug, 29, 2026
Price: $599,000
Living Area: 1,415 Sq. Ft.
Lot 111 - 23684 Weeping Willow Way
Leonardtown, MD | Closed
Listed: Apr, 07, 2026
Price: $449,900
Living Area: 2,554 Sq. Ft.
Leonardtown, MD | Closed
Listed: Apr, 07, 2026
Price: $449,900
Living Area: 2,554 Sq. Ft.
25470 Point Lookout Rd #E
Leonardtown, MD | Active
Listed: Jan, 22, 2026
Price: $17
Living Area: 0 Sq. Ft.
Leonardtown, MD | Active
Listed: Jan, 22, 2026
Price: $17
Living Area: 0 Sq. Ft.
40624 Breton Oaks Ln
Leonardtown, MD | Pending
Listed: Mar, 28, 2026
Price: $779,000
Living Area: 2,745 Sq. Ft.
Leonardtown, MD | Pending
Listed: Mar, 28, 2026
Price: $779,000
Living Area: 2,745 Sq. Ft.
41482 Pensive St
Leonardtown, MD | Closed
Listed: Jun, 11, 2026
Price: $551,200
Living Area: 4,300 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jun, 11, 2026
Price: $551,200
Living Area: 4,300 Sq. Ft.
Cedar Lane Rd
Leonardtown, MD | Pending
Listed: Jul, 11, 2024
Price: $3,800,000
Living Area: 0 Sq. Ft.
Leonardtown, MD | Pending
Listed: Jul, 11, 2024
Price: $3,800,000
Living Area: 0 Sq. Ft.
22756 Lawrence Ave
Leonardtown, MD | Closed
Listed: Jun, 12, 2007
Price: $850
Living Area: 560 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jun, 12, 2007
Price: $850
Living Area: 560 Sq. Ft.
22756 Lawrence Ave
Leonardtown, MD | Closed
Listed: Aug, 19, 2012
Price: $775
Living Area: 500 Sq. Ft.
Leonardtown, MD | Closed
Listed: Aug, 19, 2012
Price: $775
Living Area: 500 Sq. Ft.
25845 Point Lookout Rd
Leonardtown, MD | Active Under Contract
Listed: Jul, 25, 2024
Price: $1,740,000
Living Area: 0 Sq. Ft.
Leonardtown, MD | Active Under Contract
Listed: Jul, 25, 2024
Price: $1,740,000
Living Area: 0 Sq. Ft.
21983 Point Lookout Rd
Leonardtown, MD | Withdrawn
Listed: May, 04, 2026
Price: $369,900
Living Area: 1,144 Sq. Ft.
Leonardtown, MD | Withdrawn
Listed: May, 04, 2026
Price: $369,900
Living Area: 1,144 Sq. Ft.
19700 Mulberry Fields Rd
Leonardtown, MD | Active
Listed: Feb, 10, 2025
Price: $15,000,000
Living Area: 5,500 Sq. Ft.
Leonardtown, MD | Active
Listed: Feb, 10, 2025
Price: $15,000,000
Living Area: 5,500 Sq. Ft.
40443 Breton View Dr
Leonardtown, MD | Closed
Listed: Nov, 30, 2006
Price: $1,700
Living Area: 0 Sq. Ft.
Leonardtown, MD | Closed
Listed: Nov, 30, 2006
Price: $1,700
Living Area: 0 Sq. Ft.
40443 Breton View Dr
Leonardtown, MD | Closed
Listed: Nov, 07, 2005
Price: $1,800
Living Area: 0 Sq. Ft.
Leonardtown, MD | Closed
Listed: Nov, 07, 2005
Price: $1,800
Living Area: 0 Sq. Ft.
23423 Maypole Rd
Leonardtown, MD | Closed
Listed: Jul, 08, 2022
Price: $50,000
Living Area: 924 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jul, 08, 2022
Price: $50,000
Living Area: 924 Sq. Ft.
41620 Church St
Leonardtown, MD | Active
Listed: Apr, 09, 2026
Price: $389,000
Living Area: 1,728 Sq. Ft.
Leonardtown, MD | Active
Listed: Apr, 09, 2026
Price: $389,000
Living Area: 1,728 Sq. Ft.
Lot 116 - 23714 Weeping Willow Way
Leonardtown, MD | Closed
Listed: May, 01, 2026
Price: $449,900
Living Area: 2,554 Sq. Ft.
Leonardtown, MD | Closed
Listed: May, 01, 2026
Price: $449,900
Living Area: 2,554 Sq. Ft.
St. Andrews Church Road
Leonardtown, MD | Active
Listed: Jan, 21, 2026
Price: $175,000
Living Area: 0 Sq. Ft.
Leonardtown, MD | Active
Listed: Jan, 21, 2026
Price: $175,000
Living Area: 0 Sq. Ft.
41625 Park Ave #300
Leonardtown, MD | Active
Listed: Dec, 30, 2025
Price: $24
Living Area: 0 Sq. Ft.
Leonardtown, MD | Active
Listed: Dec, 30, 2025
Price: $24
Living Area: 0 Sq. Ft.
41820 Eastwick Ln #3201
Leonardtown, MD | Closed
Listed: Jun, 01, 2026
Price: $2,350
Living Area: 1,113 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jun, 01, 2026
Price: $2,350
Living Area: 1,113 Sq. Ft.
Lot 129 - 23715 Weeping Willow Way
Leonardtown, MD | Closed
Listed: May, 01, 2026
Price: $449,900
Living Area: 2,554 Sq. Ft.
Leonardtown, MD | Closed
Listed: May, 01, 2026
Price: $449,900
Living Area: 2,554 Sq. Ft.
41402 Philip Ln
Leonardtown, MD | Closed
Listed: Aug, 01, 2026
Price: $924,999
Living Area: 2,550 Sq. Ft.
Leonardtown, MD | Closed
Listed: Aug, 01, 2026
Price: $924,999
Living Area: 2,550 Sq. Ft.
41825 Chelsey Faye Ln
Leonardtown, MD | Expired
Listed: Apr, 02, 2007
Price: $399,900
Living Area: 2,566 Sq. Ft.
Leonardtown, MD | Expired
Listed: Apr, 02, 2007
Price: $399,900
Living Area: 2,566 Sq. Ft.
Lot 132 - 23697 Weeping Willow Way
Leonardtown, MD | Closed
Listed: Mar, 16, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
Leonardtown, MD | Closed
Listed: Mar, 16, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
23581 Belmar Dr
Leonardtown, MD | Expired
Listed: Apr, 02, 2026
Price: $2,490
Living Area: 1,238 Sq. Ft.
Leonardtown, MD | Expired
Listed: Apr, 02, 2026
Price: $2,490
Living Area: 1,238 Sq. Ft.
41402 Omaha Ct
Leonardtown, MD | Withdrawn
Listed: Aug, 13, 2026
Price: $765,000
Living Area: 4,873 Sq. Ft.
Leonardtown, MD | Withdrawn
Listed: Aug, 13, 2026
Price: $765,000
Living Area: 4,873 Sq. Ft.
22480 Sparrow Ct
Leonardtown, MD | Closed
Listed: Aug, 02, 2026
Price: $2,950
Living Area: 2,204 Sq. Ft.
Leonardtown, MD | Closed
Listed: Aug, 02, 2026
Price: $2,950
Living Area: 2,204 Sq. Ft.
40115 Combs Creek Way
Leonardtown, MD | Active
Listed: Mar, 23, 2026
Price: $1,590,000
Living Area: 2,993 Sq. Ft.
Leonardtown, MD | Active
Listed: Mar, 23, 2026
Price: $1,590,000
Living Area: 2,993 Sq. Ft.
Lot 151 - 23790 Wisteria Ln
Leonardtown, MD | Pending
Listed: Apr, 01, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
Leonardtown, MD | Pending
Listed: Apr, 01, 2026
Price: $489,900
Living Area: 3,095 Sq. Ft.
Lot 157 - 23640 Dragonfly Ln
Leonardtown, MD | Pending
Listed: May, 01, 2026
Price: $454,900
Living Area: 2,571 Sq. Ft.
Leonardtown, MD | Pending
Listed: May, 01, 2026
Price: $454,900
Living Area: 2,571 Sq. Ft.
Lot 7 - 42084 Wildflower Dr
Leonardtown, MD | Active
Listed: May, 21, 2026
Price: $629,900
Living Area: 3,072 Sq. Ft.
Leonardtown, MD | Active
Listed: May, 21, 2026
Price: $629,900
Living Area: 3,072 Sq. Ft.
41517 Margrove Cir
Leonardtown, MD | Expired
Listed: Mar, 09, 2025
Price: $424,900
Living Area: 2,306 Sq. Ft.
Leonardtown, MD | Expired
Listed: Mar, 09, 2025
Price: $424,900
Living Area: 2,306 Sq. Ft.
23650 Coventry Dr
Leonardtown, MD | Closed
Listed: Mar, 01, 2011
Price: $353,483
Living Area: 0 Sq. Ft.
Leonardtown, MD | Closed
Listed: Mar, 01, 2011
Price: $353,483
Living Area: 0 Sq. Ft.
Bayside Rd
Leonardtown, MD | Active
Listed: Oct, 18, 2024
Price: $1,750,000
Living Area: 2,130 Sq. Ft.
Leonardtown, MD | Active
Listed: Oct, 18, 2024
Price: $1,750,000
Living Area: 2,130 Sq. Ft.
23591 Margrave
Leonardtown, MD | Closed
Listed: Jan, 20, 2011
Price: $405,918
Living Area: 0 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jan, 20, 2011
Price: $405,918
Living Area: 0 Sq. Ft.
23636 Gunnell Dr
Leonardtown, MD | Active Under Contract
Listed: Jun, 13, 2026
Price: $559,900
Living Area: 2,948 Sq. Ft.
Leonardtown, MD | Active Under Contract
Listed: Jun, 13, 2026
Price: $559,900
Living Area: 2,948 Sq. Ft.
42970 Heritage Dr
Leonardtown, MD | Closed
Listed: Jul, 02, 2026
Price: $829,900
Living Area: 5,082 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jul, 02, 2026
Price: $829,900
Living Area: 5,082 Sq. Ft.
41640 Courthouse Dr #200
Leonardtown, MD | Expired
Listed: Sep, 24, 2025
Price: $1,575
Living Area: 0 Sq. Ft.
Leonardtown, MD | Expired
Listed: Sep, 24, 2025
Price: $1,575
Living Area: 0 Sq. Ft.
22538 Landing Way
Leonardtown, MD | Active
Listed: Oct, 08, 2026
Price: $515,000
Living Area: 2,764 Sq. Ft.
Leonardtown, MD | Active
Listed: Oct, 08, 2026
Price: $515,000
Living Area: 2,764 Sq. Ft.
Lot 141 - 23653 Dragonfly Ln
Leonardtown, MD | Closed
Listed: Mar, 27, 2026
Price: $479,900
Living Area: 0 Sq. Ft.
Leonardtown, MD | Closed
Listed: Mar, 27, 2026
Price: $479,900
Living Area: 0 Sq. Ft.
23898 Speith Rd
Leonardtown, MD | Closed
Listed: Jun, 17, 2026
Price: $419,000
Living Area: 1,632 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jun, 17, 2026
Price: $419,000
Living Area: 1,632 Sq. Ft.
23220 Spalding Ln
Leonardtown, MD | Expired
Listed: Sep, 22, 2016
Price: $995
Living Area: 0 Sq. Ft.
Leonardtown, MD | Expired
Listed: Sep, 22, 2016
Price: $995
Living Area: 0 Sq. Ft.
23220 Spalding Ln (BASEMENT APT)
Leonardtown, MD | Hold
Listed: Jul, 13, 2026
Price: $1,350
Living Area: 800 Sq. Ft.
Leonardtown, MD | Hold
Listed: Jul, 13, 2026
Price: $1,350
Living Area: 800 Sq. Ft.
40743 Magee Dr
Leonardtown, MD | Withdrawn
Listed: Jul, 13, 2026
Price: $359,777
Living Area: 2,474 Sq. Ft.
Leonardtown, MD | Withdrawn
Listed: Jul, 13, 2026
Price: $359,777
Living Area: 2,474 Sq. Ft.
41670 Courthouse Dr
Leonardtown, MD | Expired
Listed: Feb, 10, 2026
Price: $2,574
Living Area: 6,864 Sq. Ft.
Leonardtown, MD | Expired
Listed: Feb, 10, 2026
Price: $2,574
Living Area: 6,864 Sq. Ft.
22665 Van Wert Ln #apt
Leonardtown, MD | Closed
Listed: Sep, 08, 2026
Price: $1,195
Living Area: 800 Sq. Ft.
Leonardtown, MD | Closed
Listed: Sep, 08, 2026
Price: $1,195
Living Area: 800 Sq. Ft.
41555 Singletree Dr
Leonardtown, MD | Closed
Listed: Aug, 31, 2026
Price: $3,195
Living Area: 2,262 Sq. Ft.
Leonardtown, MD | Closed
Listed: Aug, 31, 2026
Price: $3,195
Living Area: 2,262 Sq. Ft.
23636 Hansel Ct
Leonardtown, MD | Canceled
Listed: Jul, 01, 2026
Price: $610,000
Living Area: 4,836 Sq. Ft.
Leonardtown, MD | Canceled
Listed: Jul, 01, 2026
Price: $610,000
Living Area: 4,836 Sq. Ft.
23636 Hansel Ct
Leonardtown, MD | Active
Listed: Oct, 01, 2026
Price: $620,000
Living Area: 4,836 Sq. Ft.
Leonardtown, MD | Active
Listed: Oct, 01, 2026
Price: $620,000
Living Area: 4,836 Sq. Ft.
40777 Center 40 Cir
Leonardtown, MD | Closed
Listed: Jun, 20, 2026
Price: $524,900
Living Area: 2,370 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jun, 20, 2026
Price: $524,900
Living Area: 2,370 Sq. Ft.
18937 Hodges Ln
Leonardtown, MD | Active
Listed: Aug, 02, 2026
Price: $675,000
Living Area: 1,834 Sq. Ft.
Leonardtown, MD | Active
Listed: Aug, 02, 2026
Price: $675,000
Living Area: 1,834 Sq. Ft.
43954 Main Way Rd
Leonardtown, MD | Active
Listed: Jun, 19, 2026
Price: $449,900
Living Area: 1,691 Sq. Ft.
Leonardtown, MD | Active
Listed: Jun, 19, 2026
Price: $449,900
Living Area: 1,691 Sq. Ft.
42700 Moll Dyer Rd
Leonardtown, MD | Active
Listed: Jun, 11, 2026
Price: $240,000
Living Area: 0 Sq. Ft.
Leonardtown, MD | Active
Listed: Jun, 11, 2026
Price: $240,000
Living Area: 0 Sq. Ft.
41402 Omaha Ct
Leonardtown, MD | Withdrawn
Listed: Jul, 29, 2026
Price: $3,600
Living Area: 4,873 Sq. Ft.
Leonardtown, MD | Withdrawn
Listed: Jul, 29, 2026
Price: $3,600
Living Area: 4,873 Sq. Ft.
41402 Omaha Ct
Leonardtown, MD | Closed
Listed: Jul, 24, 2026
Price: $3,800
Living Area: 4,873 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jul, 24, 2026
Price: $3,800
Living Area: 4,873 Sq. Ft.
44868 Blake Creek Unit 1
Leonardtown, MD | Hold
Listed: Jun, 16, 2026
Price: $1,500
Living Area: 4,112 Sq. Ft.
Leonardtown, MD | Hold
Listed: Jun, 16, 2026
Price: $1,500
Living Area: 4,112 Sq. Ft.
40579 Port Pl
Leonardtown, MD | Closed
Listed: Jul, 22, 2026
Price: $750,000
Living Area: 2,304 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jul, 22, 2026
Price: $750,000
Living Area: 2,304 Sq. Ft.
40717 Lake And Breton View Dr
Leonardtown, MD | Closed
Listed: Aug, 24, 2026
Price: $435,000
Living Area: 2,624 Sq. Ft.
Leonardtown, MD | Closed
Listed: Aug, 24, 2026
Price: $435,000
Living Area: 2,624 Sq. Ft.
Lot 143 - 23641 Dragonfly Ln
Leonardtown, MD | Active
Listed: Aug, 14, 2026
Price: $454,900
Living Area: 0 Sq. Ft.
Leonardtown, MD | Active
Listed: Aug, 14, 2026
Price: $454,900
Living Area: 0 Sq. Ft.
Lot 145 - 23629 Dragonfly Ln
Leonardtown, MD | Pending
Listed: May, 01, 2026
Price: $479,900
Living Area: 2,966 Sq. Ft.
Leonardtown, MD | Pending
Listed: May, 01, 2026
Price: $479,900
Living Area: 2,966 Sq. Ft.
Lot 159 - 23652 Dragonfly Ln
Leonardtown, MD | Pending
Listed: Apr, 01, 2026
Price: $479,900
Living Area: 2,966 Sq. Ft.
Leonardtown, MD | Pending
Listed: Apr, 01, 2026
Price: $479,900
Living Area: 2,966 Sq. Ft.
41495 Garrett Ct
Leonardtown, MD | Active
Listed: Sep, 29, 2026
Price: $474,900
Living Area: 1,710 Sq. Ft.
Leonardtown, MD | Active
Listed: Sep, 29, 2026
Price: $474,900
Living Area: 1,710 Sq. Ft.
22220 Bull Rd
Leonardtown, MD | Active
Listed: Oct, 02, 2026
Price: $590,000
Living Area: 3,750 Sq. Ft.
Leonardtown, MD | Active
Listed: Oct, 02, 2026
Price: $590,000
Living Area: 3,750 Sq. Ft.
41608 Briarwood Cir
Leonardtown, MD | Expired
Listed: Dec, 01, 2022
Price: $399,900
Living Area: 2,376 Sq. Ft.
Leonardtown, MD | Expired
Listed: Dec, 01, 2022
Price: $399,900
Living Area: 2,376 Sq. Ft.
41608 Briarwood Cir
Leonardtown, MD | Closed
Listed: Jan, 12, 2023
Price: $399,900
Living Area: 2,376 Sq. Ft.
Leonardtown, MD | Closed
Listed: Jan, 12, 2023
Price: $399,900
Living Area: 2,376 Sq. Ft.
41608 Briarwood Cir
Leonardtown, MD | Active
Listed: Oct, 10, 2026
Price: $440,000
Living Area: 2,379 Sq. Ft.
Leonardtown, MD | Active
Listed: Oct, 10, 2026
Price: $440,000
Living Area: 2,379 Sq. Ft.
23603 Margrave Dr
Leonardtown, MD | Coming Soon
Listed: Oct, 15, 2026
Price: $685,000
Living Area: 4,271 Sq. Ft.
Leonardtown, MD | Coming Soon
Listed: Oct, 15, 2026
Price: $685,000
Living Area: 4,271 Sq. Ft.
43905 Lanedon Dr
Leonardtown, MD | Active Under Contract
Listed: Oct, 07, 2026
Price: $290,000
Living Area: 1,568 Sq. Ft.
Leonardtown, MD | Active Under Contract
Listed: Oct, 07, 2026
Price: $290,000
Living Area: 1,568 Sq. Ft.
43705 Redmond Rd
Leonardtown, MD | Active
Listed: Sep, 19, 2026
Price: $450,000
Living Area: 1,462 Sq. Ft.
Leonardtown, MD | Active
Listed: Sep, 19, 2026
Price: $450,000
Living Area: 1,462 Sq. Ft.
23011 Newtowne Neck Rd
Leonardtown, MD | Active
Listed: Aug, 02, 2026
Price: $350,000
Living Area: 1,552 Sq. Ft.
Leonardtown, MD | Active
Listed: Aug, 02, 2026
Price: $350,000
Living Area: 1,552 Sq. Ft.
